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Zederone

$960

Brand : BIOFRON
Catalogue Number : BN-B1490
Specification : 98%(HPLC)
CAS number : 7727-79-9
Formula : C15H18O3
Molecular Weight : 246.3
PUBCHEM ID : 101286196
Volume : 5mg

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Catalogue Number

BN-B1490

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

246.3

Appearance

Powder

Botanical Source

This product is isolated and purified from the rhizomes of Curcuma zedoaria

Structure Type

Sesquiterpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1=CCCC2(C(O2)C(=O)C3=C(C1)OC=C3C)C

Synonyms

Oxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one, 1a,3,6,10a-tetrahydro-1a,5,9-trimethyl-/1a,5,9-Trimethyl-1a,3,6,10a-tetrahydrooxireno[4,5]cyclodeca[1,2-b]furan-10(2H)-one

IUPAC Name

(3R,5R,8Z)-5,9,14-trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradeca-1(11),8,13-trien-2-one

Density

1.1±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

174.7±27.9 °C

Boiling Point

365.3±42.0 °C at 760 mmHg

Melting Point

153.4-153.9℃ (acetone hexane )

InChl

InChI=1S/C15H18O3/c1-9-5-4-6-15(3)14(18-15)13(16)12-10(2)8-17-11(12)7-9/h5,8,14H,4,6-7H2,1-3H3/b9-5-/t14-,15+/m0/s1

InChl Key

CVIVANCKIBYAOP-HBXAWUERSA-N

WGK Germany

RID/ADR

HS Code Reference

2933990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:7727-79-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

24082031

Abstract

The present study aimed to investigate the hepatotoxicity of zederone isolated from Curcuma elata in mice. Adult male mice were intraperitoneally injected with a single dose of zederone (50-300 mg/kg body weight [BW]). Twenty-four hours after the injection, zederone induced liver enlargement with scattered white foci over the organ. The medium lethal dose (LD₅₀) value at 24 hours of zederone was approximately 223 mg/kg BW. Hepatic centrilobular necrosis with marked increases in plasma alanine transaminase activity and total bilirubin levels was observed. Zederone at a dose of 200 mg/kg BW markedly decreased the activity of superoxide dismutase and the hepatic glutathione content, whereas the activity of catalase was not altered. The compound at this dose also increased the messenger RNA (mRNA) expression of Cyp2b10 and Cyp3a11, which are the main drug-metabolizing enzymes in the liver. The mRNA expression of proinflammatory cytokine tumor necrosis factor α was increased. The nuclear factor-E2-related factor 2 protein, which is the transcription factor regulating the antioxidant gene expression, was decreased. The histopathology of massive hepatic centrilobular necrosis with an increase in the expression of cytochrome P450 (Cyp) suggests that the possible potentiation of zederone-induced hepatotoxicity implicated the induction of Cyps, which leads to the formation of biological reactive metabolites and that cause the oxidative stress and liver cell injuries.

KEYWORDS

cytochrome P450; liver toxicity; sesquiterpene; zederone

Title

Zederone, a sesquiterpene from Curcuma elata Roxb, is hepatotoxic in mice.

Author

Pimkaew P1, Suksen K, Somkid K, Chokchaisiri R, Jariyawat S, Chuncharunee A, Suksamrarn A, Piyachaturawat P.

Publish date

2013 Nov-Dec

PMID

5706816

Title

Structure of zederone.

Author

Hikino H, Takahashi S, Sakurai Y, Takemoto T, Bhacca NS.

Publish date

1968 Jun